Iodine chloride → 1-(4-Amino-3-iodo-5-methyl-phenyl)-1,2,4-triazole

HRID 2231659노트

반응식

HRID 2231659 반응식
[I:1]Cl.[NH2:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:6][C:5]=1[CH3:15].C([O-])(=O)C.[Na+]>C(O)(=O)C>[NH2:3][C:4]1[C:5]([CH3:15])=[CH:6][C:7]([N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:8][C:9]=1[I:1]

참가 물질

5

반응물 3

HCID 24640Iodine chlorideHCID 517045Sodium AcetateHCID 144502622-Methyl-4-[1,2,4]triazol-1-yl-phenylamine

생성물 1

HCID 212855261-(4-Amino-3-iodo-5-methyl-phenyl)-1,2,4-triazole

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Iodine monochloride (5.103 g) was added dropwise to a stirred solution of 1-(4-amino-3-methylphenyl)-1,2,4-triazole (5.22 g) and sodium acetate (2.583 g) in acetic acid (100 cm3). After 16 hours volatile material was removed in vacuo and the residue was partitioned between dichloromethane (100 cm3) and sodium carbonate solution (50 cm3). The organic phase was washed with sodium thiosulphate solution (10 g in 50 cm3 water), dried (MgSO4) and evaporated to give a solid which was chromatographed on silica (Merck "MK 60.9385" [Trade Mark]) eluting with ethyl acetate. Combination and evaporaton of the appropriate fractions gave a solid which was recrystallised from ethyl acetate-ether to afford the title compound, m.p. 151°-154° (3.1 g).

후처리

  1. customAfter 16 hours volatile material was removed in vacuo
  2. customthe residue was partitioned between dichloromethane (100 cm3) and sodium carbonate solution (50 cm3)
  3. washThe organic phase was washed with sodium thiosulphate solution (10 g in 50 cm3 water)
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customto give a solid which
  7. customwas chromatographed on silica (Merck "MK 60.9385" [Trade Mark])
  8. washeluting with ethyl acetate
  9. customCombination and evaporaton of the appropriate fractions gave a solid which
  10. customwas recrystallised from ethyl acetate-ether

출처 및 근거

ORD 기록
ord-1f8d4b16703e4cd78f7cef02a21f161b
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04783467

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